| 1 | Sat 6 Aug 2016 | 371-1 v Cheltenham TownCheltenham Town 1-1 Leyton Orient | Sky Bet League Two |
| 2 | Tue 9 Aug 2016 | 372-3 v FulhamLeyton Orient 2-3 Fulham | EFL Cup First Round |
| 3 | Sat 13 Aug 2016 | 370-1 v Newport CountyLeyton Orient 0-1 Newport County | Sky Bet League Two |
| 4 | Tue 16 Aug 2016 | 373-0 v StevenageLeyton Orient 3-0 Stevenage | Sky Bet League Two |
| 5 | Sat 20 Aug 2016 | 372-1 v Grimsby TownGrimsby Town 1-2 Leyton Orient | Sky Bet League Two |
| 6 | Sat 27 Aug 2016 | 371-2 v Mansfield TownLeyton Orient 1-2 Mansfield Town | Sky Bet League Two |
| 7 | Sat 3 Sep 2016 | 372-1 v MorecambeMorecambe 1-2 Leyton Orient | Sky Bet League Two |
| 8 | Sat 10 Sep 2016 | 372-2 v Carlisle UnitedCarlisle United 2-2 Leyton Orient | Sky Bet League Two |
| 9 | Sat 17 Sep 2016 | 370-1 v Yeovil TownLeyton Orient 0-1 Yeovil Town | Sky Bet League Two |
| 10 | Sat 24 Sep 2016 | 371-3 v Notts CountyNotts County 3-1 Leyton Orient | Sky Bet League Two |
| 11 | Sat 1 Oct 2016 | 370-0 v BarnetBarnet 0-0 Leyton Orient | Sky Bet League Two |
| 12 | Sat 8 Oct 2016 | 370-1 v PortsmouthLeyton Orient 0-1 Portsmouth | Sky Bet League Two |
| 13 | Sat 15 Oct 2016 | 371-2 v Luton TownLeyton Orient 1-2 Luton Town | Sky Bet League Two |
| 14 | Sat 12 Nov 2016 | 373-0 v Colchester UnitedColchester United 0-3 Leyton Orient | Sky Bet League Two |
| 15 | Sat 19 Nov 2016 | 371-2 v BlackpoolLeyton Orient 1-2 Blackpool | Sky Bet League Two |
| 16 | Sat 31 Dec 2016 | 371-1 v Cambridge UnitedLeyton Orient 1-1 Cambridge United | Sky Bet League Two |
| 17 | Mon 2 Jan 2017 | 370-4 v Exeter CityExeter City 4-0 Leyton Orient | Sky Bet League Two |
| 18 | Sat 7 Jan 2017 | 371-3 v BarnetLeyton Orient 1-3 Barnet | Sky Bet League Two |
| 19 | Tue 7 Feb 2017 | 370-1 v MorecambeLeyton Orient 0-1 Morecambe | Sky Bet League Two |
| 20 | Sat 11 Feb 2017 | 371-1 v Yeovil TownYeovil Town 1-1 Leyton Orient | Sky Bet League Two |
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